Methyl 3 '-benzyl-4 '-(2,4-dichlorophenyl)1 '-methyl-2-oxospiro[indoline-3,2 '-pyrrolidine]-3 '-carboxylate

被引:1
作者
Karthikeyan, S. [1 ]
Narayanan, P. [1 ]
Sethusankar, K. [1 ]
Devaraj, Anthonisamy [2 ]
Bakthadoss, Manickam [2 ]
机构
[1] RKM Vivekananda Coll Autonomous, Dept Phys, Madras 600004, Tamil Nadu, India
[2] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
关键词
Data-to-parameter ratio = 20.9; Mean σ(C-C) = 0.003 Å; R factor = 0.044; Single-crystal X-ray study; T = 293 K; wR factor = 0.124;
D O I
10.1107/S1600536814003523
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C27H24Cl2N2O3, the indole ring system is essentially planar, with a maximum deviation of 0.082 (2) angstrom for the carbonyl C atom. It makes a dihedral angle of 88.53 (6)degrees with the mean plane of the 4-methylpyrrolidine ring, which adopts an envelope conformation with the N atom at the flap position. The molecular structure is stabilized by intramolecular C-H center dot center dot center dot O hydrogen bonds, which generate S(6) and S(7) ring motifs, and an intramolecular pi-pi interaction involving the benzyl and dichloro-substituted benzene rings [centroid-centroid distance = 3.6291 (11) angstrom]. In the crystal, molecules are linked via N-H center dot center dot center dot O hydrogen bonds, forming C(7) chains running parallel to [101].
引用
收藏
页码:O335 / +
页数:9
相关论文
共 9 条
[1]   THE GEOMETRY OF SMALL RINGS .3. THE EFFECT OF SMALL-RING FUSION ON THE GEOMETRY OF BENZENE [J].
ALLEN, FH .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1981, 37 (APR) :900-906
[2]   PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS [J].
BERNSTEIN, J ;
DAVIS, RE ;
SHIMONI, L ;
CHANG, NL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) :1555-1573
[3]  
Bruker, 2008, APEX2 SAINT
[4]  
Cremer D., 1975, BRIT J PHARMACOL, V44, P561
[5]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[6]   A new route to spirooxindoles [J].
Hilton, ST ;
Ho, TCT ;
Pljevaljcic, G ;
Jones, K .
ORGANIC LETTERS, 2000, 2 (17) :2639-2641
[7]  
Karthikeyan S., 2014, ACTA CRYST E
[8]   A short history of SHELX [J].
Sheldrick, George M. .
ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 :112-122
[9]   Structure validation in chemical crystallography [J].
Spek, Anthony L. .
ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2009, 65 :148-155